Sulfoxone
Grundinformationen
- CAS
144-75-2- Standard-SMILES
O=S(O)CNc1ccc(S(=O)(=O)c2ccc(NCS(=O)O)cc2)cc1- InChIKey
NEDPPCHNEOMTJV-UHFFFAOYSA-N- Summenformel
- C14H16N2O6S3
- Durchschnittliche Molmasse
- 404,5 g/mol
- Monoisotopische Masse
- 404,01704923
Überblick
Aldesulfone is a sulfonamide.
Namen und Bezeichner
- Bevorzugter Name
- Sulfoxone
- IUPAC
- [4-[4-(sulfinomethylamino)phenyl]sulfonylanilino]methanesulfinic acid
- Englischer Name
- sulfoxone
- Summenformel
- C14H16N2O6S3
- Molmasse
- 404.48
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
144-75-2、144-76-3- PubChem CID
- 5351
- DTXSID
DTXSID80162594- ChEMBL
CHEMBL1570- ChEBI
CHEBI:135651- UNII
- 0G3C18OH4D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,2
- Polarare Oberfläche (TPSA)
- 180 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 10
- Frei drehbare Bindungen
- 8
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 520
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 857.3 · 857.3±75.0 °C(Predicted)
- Dichte
- 1.753 · 1.753±0.06 g/cm3(Predicted)
- pka
- 2.58 · 2.58±0.10(Predicted)
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Sulfoxone is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of <i>p</i>-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Mechanism of Action
Sulfoxone is a competitive inhibitor of bacterial enzyme dihydropteroate synthetase. The normal substrate for the enzyme, para-aminobenzoic acid (PABA) cannot bind as usual. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.
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